| dc.contributor.author | Beaver, Matthew G. | |
| dc.contributor.author | Jamison, Timothy F. | |
| dc.date.accessioned | 2013-01-31T21:17:37Z | |
| dc.date.available | 2013-01-31T21:17:37Z | |
| dc.date.issued | 2011-06 | |
| dc.date.submitted | 2011-06 | |
| dc.identifier.issn | 1523-7060 | |
| dc.identifier.issn | 1523-7052 | |
| dc.identifier.uri | http://hdl.handle.net/1721.1/76709 | |
| dc.description.abstract | A Ni-catalyzed reductive coupling of alkynes and epoxides using Ni(II) salts and simple alcohol reducing agents is described. Whereas previously reported conditions relied on Ni(cod)2 and Et3B, this system has several advantages including the use of air-stable and inexpensive Ni(II) precatalysts (e.g., NiBr2·3H2O) as the source of Ni(0) and simple alcohols (e.g., 2-propanol) as the reducing agent. Deuterium-labeling experiments are consistent with oxidative addition of an epoxide C–O bond that occurs with inversion of configuration. | en_US |
| dc.description.sponsorship | National Institutes of Health (U.S.) | en_US |
| dc.description.sponsorship | National Institute of General Medical Sciences (U.S.) (GM72566) | en_US |
| dc.description.sponsorship | National Institute of General Medical Sciences (U.S.) (GM63755) | en_US |
| dc.description.sponsorship | National Institutes of Health (U.S.) (postdoctoral fellowship (F32GM095014)) | en_US |
| dc.language.iso | en_US | |
| dc.publisher | American Chemical Society | en_US |
| dc.relation.isversionof | http://dx.doi.org/10.1021/ol201702a | en_US |
| dc.rights | Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use. | en_US |
| dc.source | Prof. Jamison via Erja Kajosalo | en_US |
| dc.title | Ni(II) Salts and 2-Propanol Effect Catalytic Reductive Coupling of Epoxides and Alkynes | en_US |
| dc.type | Article | en_US |
| dc.identifier.citation | Beaver, Matthew G., and Timothy F. Jamison. “Ni(II) Salts and 2-Propanol Effect Catalytic Reductive Coupling of Epoxides and Alkynes.” Organic Letters 13.15 (2011): 4140–4143. Web. | en_US |
| dc.contributor.department | Massachusetts Institute of Technology. Department of Chemistry | en_US |
| dc.contributor.approver | Jamison, Timothy F. | |
| dc.contributor.mitauthor | Beaver, Matthew G. | |
| dc.contributor.mitauthor | Jamison, Timothy F. | |
| dc.relation.journal | Organic Letters | en_US |
| dc.eprint.version | Author's final manuscript | en_US |
| dc.type.uri | http://purl.org/eprint/type/JournalArticle | en_US |
| eprint.status | http://purl.org/eprint/status/PeerReviewed | en_US |
| dspace.orderedauthors | Beaver, Matthew G.; Jamison, Timothy F. | en |
| dc.identifier.orcid | https://orcid.org/0000-0002-8601-7799 | |
| mit.license | PUBLISHER_POLICY | en_US |
| mit.metadata.status | Complete | |
